Stadium: Court 1 Round: 19 Ground: Hardcourt outdoor
| UTR Pro Tennis Series California | 2020/10/01 16:15 | Nick Chappell v Gage Brymer | 6-3,3-6,3-10 |
| UTR Pro Tennis Series California | 2020/08/26 20:30 | Gage Brymer v Nick Chappell | 6-2,5-7,6-10 |
| UTR Pro Tennis Series California | 2020/08/18 18:10 | Gage Brymer v Nick Chappell | 6-4,6-7,10-4 |
| US Pro Tennis Series West Coast | 2020/06/20 16:00 | Gage Brymer v Nick Chappell | 6-7,7-6,10-5 |
| US Pro Tennis Series West Coast | 2020/06/14 16:00 | Gage Brymer v Nick Chappell | 7-5,6-3 |
| US Pro Tennis Series West Coast | 2020/06/04 18:50 | Nick Chappell v Gage Brymer | 4-6,6-4,11-9 |
| ITF M15 Cancun | 2019/12/07 14:00 | Gage Brymer v Nick Chappell | 4-6,3-6 |
| Challenger Stanford | 2023/08/12 18:00 | Nick Chappell v James Tracy | 6-4,6-4 |
| ATP Toronto | 2023/08/05 18:10 | Marcos Giron v Nick Chappell | 6-4,3-6,6-2 |
| ATP Los Cabos | 2023/07/30 02:30 | Abedallah Shelbayh v Nick Chappell | 6-3,6-2 |
| Challenger Granby | 2023/07/18 23:40 | Nick Chappell v Thai-Son Kwiatkowski | 5-7,3-6 |
| Challenger Granby | 2023/07/17 16:05 | Nick Chappell v Alexander Cozbinov | 7-6,0-6,7-6 |
| Challenger Granby | 2023/07/16 21:20 | Nick Chappell v Keegan Rice | 6-1,6-3 |
| ITF M25 Dallas | 2023/07/11 21:30 | Alexander Bernard v Nick Chappell | 1-6,6-4,3-6 |
| Challenger Bloomfield Hills | 2023/07/03 20:55 | Justin Boulais v Nick Chappell | 4-6,7-5,6-4 |
| Challenger Stanford | 2023/08/12 18:20 | Gage Brymer v Nathan Ponwith | 1-6,6-1,6-1 |
| ITF M25 Southaven | 2023/08/10 20:30 | Gage Brymer v Keshav Chopra | 3-6,1-6 |
| ITF M25 Southaven | 2023/08/09 18:30 | Gage Brymer v David Saye | 6-3,6-2 |
| ATP Washington | 2023/07/29 19:00 | Juncheng Shang v Gage Brymer | 6-3,6-2 |
| ITF M25 Edwardsville | 2023/07/25 17:30 | Gage Brymer v Jaimee Floyd Angele | 4-6,1-6 |
| ATP Newport | 2023/07/17 15:00 | Gage Brymer v Yunseong Chung | 3-6,6-7 |
| ITF M15 Lakewood | 2023/07/13 19:20 | Gage Brymer v Derek Pham | 5-7,3-6 |
| ITF M15 Lakewood | 2023/07/12 21:15 | Gage Brymer v Isaiah Strode | 4-6,7-6,6-1 |